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4. At 25 °C, 1.0 g of caffeine will dissolve in 47 mL of water, in 8.1 mL of chloroform, in 86 mL ofbenzene, or in 370 mL of diethyl ether. Calculate the solubility (in grams/100 mL) of caffeine in these foursolvents. Calculate the partition coefficient of caffeine between water and each of the other threesolvents. Which of these three organic solvents would be the best choice for extracting caffeine from anaqueous solution?

Question
4. At 25 °C, 1.0 g of caffeine will dissolve in 47 mL of water, in 8.1 mL of chloroform, in 86 mL of
benzene, or in 370 mL of diethyl ether. Calculate the solubility (in grams/100 mL) of caffeine in these four
solvents. Calculate the partition coefficient of caffeine between water and each of the other three
solvents. Which of these three organic solvents would be the best choice for extracting caffeine from an
aqueous solution?
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4. At 25 °C, 1.0 g of caffeine will dissolve in 47 mL of water, in 8.1 mL of chloroform, in 86 mL of benzene, or in 370 mL of diethyl ether. Calculate the solubility (in grams/100 mL) of caffeine in these four solvents. Calculate the partition coefficient of caffeine between water and each of the other three solvents. Which of these three organic solvents would be the best choice for extracting caffeine from an aqueous solution?

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Step 1

The solubility of caffeine in g/100mL in each of the solvents can be calculated as:

1x100
- 2.13 g/mL
47
Solubility of caffeine in 100mL of water
1x100
12.35 g/mL
Solubility of caffeine in 100mL of chloroform
8.1
1x100
Solubility of caffeine in 100mL of benzene
1.16 g/mL
86
1x100
Solubility of caffeine in 100mL of diethyl ether
0.27 g/mL
370
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1x100 - 2.13 g/mL 47 Solubility of caffeine in 100mL of water 1x100 12.35 g/mL Solubility of caffeine in 100mL of chloroform 8.1 1x100 Solubility of caffeine in 100mL of benzene 1.16 g/mL 86 1x100 Solubility of caffeine in 100mL of diethyl ether 0.27 g/mL 370

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Step 2

The partition coefficient is given as:

solubility of a compound in organic phase
P
solubility of a compound in aqueous phase
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solubility of a compound in organic phase P solubility of a compound in aqueous phase

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Step 3

The partition coefficient of caffeine between water and e...

12.35 g/mL
solubility of caffeine in chloroform
Pi
= 5.8
solubility of caffeine in water
2.13 g/mL
solubility of caffeine in benzene
P2
1.16 g/mL
= 0.54
solubility of caffeine in water
2.13 g/mL
0.27 g/mL
solubility of caffeine in diethyl ether
P3
= 0.12
2.13 g/mL
solubility of caffeine in water
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12.35 g/mL solubility of caffeine in chloroform Pi = 5.8 solubility of caffeine in water 2.13 g/mL solubility of caffeine in benzene P2 1.16 g/mL = 0.54 solubility of caffeine in water 2.13 g/mL 0.27 g/mL solubility of caffeine in diethyl ether P3 = 0.12 2.13 g/mL solubility of caffeine in water

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